3-(5-Methylbenzo[d]oxazol-2-yl)-2-(N-3-diethylaminopropyl)aminoquinoxaline

ID: ALA4570396

PubChem CID: 155562446

Max Phase: Preclinical

Molecular Formula: C23H27N5O

Molecular Weight: 389.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCNc1nc2ccccc2nc1-c1nc2cc(C)ccc2o1

Standard InChI:  InChI=1S/C23H27N5O/c1-4-28(5-2)14-8-13-24-22-21(25-17-9-6-7-10-18(17)26-22)23-27-19-15-16(3)11-12-20(19)29-23/h6-7,9-12,15H,4-5,8,13-14H2,1-3H3,(H,24,26)

Standard InChI Key:  VGXNMESKOMMZKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    1.4514   -3.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4502   -4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -4.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8651   -3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8659   -4.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -4.8173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -4.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -3.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5688   -3.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9831   -3.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9919   -4.8123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981   -4.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7290   -3.5010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0609   -2.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8592   -2.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2694   -2.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0817   -2.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4847   -2.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0694   -1.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2585   -1.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4074   -4.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1135   -4.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8228   -4.8013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5289   -4.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259   -5.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2382   -4.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5352   -6.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3019   -2.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 11 14  2  0
 14 17  1  0
 16 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 25 27  1  0
 26 28  1  0
 19 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570396

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.50

Molecular Weight (Monoisotopic): 389.2216

AlogP: 4.89

#Rotatable Bonds: 8

Polar Surface Area: 67.08

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 4.43

CX LogD: 1.93

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.35

References

1. Liu QQ, Lu K, Zhu HM, Kong SL, Yuan JM, Zhang GH, Chen NY, Gu CX, Pan CX, Mo DL, Su GF..  (2019)  Identification of 3-(benzazol-2-yl)quinoxaline derivatives as potent anticancer compounds: Privileged structure-based design, synthesis, and bioactive evaluation in vitro and in vivo.,  165  [PMID:30685528] [10.1016/j.ejmech.2019.01.004]

Source

Source(1):

• Scientific Literature